
Vacation rentals in Upper Chichester
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Top-rated vacation rentals in Upper Chichester
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Historic Spring House in Chadds Ford!
Welcome Friends!! This COZY, cute, historic, Spring House is minutes away from Terrain at Styers Wedding Venue. (If you are a bride, you'll want to get ready here!) It is minutes from World-Renowned Longwood Gardens, Chadds Ford Village, (the Conservancy now offers over 5 miles of hiking/walking trails) Minutes from Andrew Wyeth Home, Brandywine River Museum, Brandywine Battlefield, Wineries, 5-star restaurants, shopping, AND it sits on the same property as the #1 Antique Shop in Chester County.
4.86 out of 5 average rating, 201 reviews
Lovely 2-bedroom Condo with Free Parking
Kick back and relax in this calm, stylish newly renovated space. It is on the second floor in a two-story building, located in a bamboo forest. A shopping mall is around the corner. Riddle Village and Riddle Hospital are nearby. A 4 min drive to Elwyn or Wawa Septa Train Station, 18 min drive to Philadelphia International Airport, 25 min to UPenn. Easy access to Media downtown area with lots of restaurants. Hope you'll enjoy the wall pictures that I brought back from different national parks.
4.89 out of 5 average rating, 140 reviews
Private Suite & sitting room in Brandywine Valley
Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.
4.99 out of 5 average rating, 303 reviews
Jacuzzi/Game Room/Close to Airport/Philly Stadiums
This gorgeous REMODEL features 4 bedrooms & 2.5 baths, a game room/bar w/NFL Package, & a JACUZZI at a GREAT PRICE. Quiet community, central to many attractions and I-95. It is beautifully furnished with new comfortable beds, plus a POOL TABLE. Multiple living spaces give all guests the freedom to move around & not feel crowded. The spacious kitchen has quartz countertops & has EVERYTHING you need for an extended stay. Perfect for large families & groups looking to visit Philly/NJ/Delaware!
5.0 out of 5 average rating, 98 reviews
702 Mid Atlantic
Single family home located off Interstate 295 convenient to Philadelphia (15 min) and Atlantic City ( 45 min). Professionally landscaped with blue stone patio, deck and water garden in fenced private yard. Located in lovely suburban community along the Delaware River across from the Philadelphia Airport in South Jersey. Spacious for a family of 8 or less with a full kitchen, family room, living room, dining area and sunroom. Must be 25 yrs to book , show ID and be present at check in.
5.0 out of 5 average rating, 297 reviews
“McDaniels Corner” (Cozy Home in North Wilmington)
When you step into "McDaniel's Corner" you get a Quiet and Modern Feel in a 'Cozy' Early Twentieth Century brick home. This cozy home has our guests feeling comfortable and relaxed while providing modern day luxuries in this historic home. You can’t beat this central location close to Longwood gardens, Winterthur, the Nemours Estate and so much more. There are also tons of great restaurants, bars, supermarkets, coffee shops, Nemours Children’s Hospital and so much more to see and do.
4.82 out of 5 average rating, 445 reviews
Dog Friendly Cottage with Fully Fenced in Yard
Welcome to The Cottages on Orchard, a charming 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot, this bright & airy home is entirely fenced in, perfect for up to two guests with dogs. Conveniently located in whimsical Ardentown, Delaware, the cottage is just 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the surrounding woods, hiking trails, creek, & more. READ HOUSE RULES
4.87 out of 5 average rating, 108 reviews
Cozy & Modern Rancher Style Home
Kick back and relax in this calm, stylish, and modern rancher-style house. It is a perfect private getaway for you and your family to have a great time while away from home. Its central location makes it an ideal place to stay while visiting. See the list of places nearby down below: 6 mins from Philadelphia Union Stadium 15 mins from PHL International Airport 20 mins from Christiana Mall, Delaware 25 mins from Center City Philadelphia 30 mins from King of Prussia Mall
4.62 out of 5 average rating, 45 reviews
Sweet home w/pool & woods at peaceful Glen Mills
IMPORTANT – PLEASE READ BEFORE BOOKING: This is a private home in a quiet residential neighborhood. Maximum occupancy is 8 people at all times. NO parties, events, or unauthorized gatherings. Violations may result in termination of the stay and a charge of up to $500, subject to Airbnb policies. Please read all House Rules before booking. Relax with your family in peaceful Glen Mills, near Ridley Creek State Park, Longwood Gardens, Philadelphia Airport and Wilmington.
4.92 out of 5 average rating, 193 reviews
Cozy Cottage! Large fenced backyard.
Nestled on a spacious corner lot, The Cozy Retreat is your home away from home, offering the ideal blend of relaxation and fun. Whether you’re looking to unwind by the fireplace or just enjoy the large fenced in backyard. This charming space has something for everyone. Features 🌟 ✅ Expansive Backyard ✅ Updated kitchen with modern appliances. Cabinets are labeled for convenience ✅ Comfy furniture. Couch & Beds ✅ Attention to detail for all amenities
4.96 out of 5 average rating, 80 reviews
The Lighthouse
Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE
4.98 out of 5 average rating, 127 reviews
Tranquil Hilltop Retreat
Escape to a peaceful retreat in our newly remodeled two-bedroom guest cottage, situated atop a scenic hill in Glen Mills. With its light-filled interior and modern amenities, this 1,100 sq ft cottage provides the perfect respite from the hustle and bustle of nearby Media and West Chester. Wake up to the tranquil sounds of nature and enjoy your morning coffee on the cobblestone patio, where you can watch the deer graze in the yard.
4.92 out of 5 average rating, 130 reviewsPopular amenities for Upper Chichester vacation rentals
Other great vacation rentals in Upper Chichester

Radiant 4-Bed Haven w/ King suite in N. Wilmington
4.72 out of 5 average rating, 309 reviews
Comfy, Cozy Home by Philly, Airport, I-95, + more!
4.92 out of 5 average rating, 50 reviews
Charming Cottage Retreat in N. Wilmington Near I95
4.96 out of 5 average rating, 28 reviews
Quaint farmhouse
4.98 out of 5 average rating, 57 reviews
Spacious Family Retreat Near Philly w/ Game Room
5.0 out of 5 average rating, 8 reviews
Media Oasis: Voted Best Place & Train to Philly!
4.95 out of 5 average rating, 42 reviews
Traveler's Dream | Game Room & Fire Pit
4.97 out of 5 average rating, 67 reviews
Scenic Farmhouse Escape in Media
4.99 out of 5 average rating, 96 reviewsDestinations to explore
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